Dimethylamine → beta-Alanine, N,N-dimethyl-, methyl ester

HRID 2309022Notes

Reaction equation

HRID 2309022 reaction equation
[CH3:1][NH:2][CH3:3].[C:4]([O:8][CH3:9])(=[O:7])[CH:5]=[CH2:6]>CO>[CH3:1][N:2]([CH3:3])[CH2:6][CH2:5][C:4]([O:8][CH3:9])=[O:7]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 7294Methyl Acrylate

Product 1

HCID 199226beta-Alanine, N,N-dimethyl-, methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Liquid dimethylamine (500 g) is added to 1800 ml of methanol cooled to -35°. A solution of 500 g of methyl acrylate in 850 ml of methanol is then added keeping the temperature between -50° and -60°. The reaction mixture is kept at -50° to -60° for 21/2 hours and then at room temperature overnight. The solvent is removed in vacuo and the residue is distilled under reduced pressure to give methyl 3-dimethylaminopropionate b.p. 60°-70°/16 mm Hg.

Workup

  1. temperaturecooled to -35°
  2. customthe temperature between -50° and -60°
  3. customis kept at -50° to -60° for 21
  4. custom2 hours
  5. customat room temperature
  6. customovernight
  7. customThe solvent is removed in vacuo
  8. distillationthe residue is distilled under reduced pressure

Sources & evidence

ORD record
ord-2d6fa9d3f00c4f5eab8bbe377424b42a
Source dataset
uspto-grants-1987_09
Patent number
US04692469

Reaction notes

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